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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705941Generated: October 30, 2026

Methyl formate → Methyl(2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoate

https://huagongshe.com/reaction/705941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl formateHCID 7865—
ReactantMethyl 3-(1H-indol-1-yl)propanoateHCID 5150745—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(2Z)-3-hydroxy-2-(1H-indol-1-ylmethyl)-2-propenoateHCID 67953507114.3%

Reaction Steps

To the suspension of potassium tert-butoxide (1.0 g, 8.91 mmol) in dry THF (10 mL) was added dropwise solution of methyl formate (1.0 ml, 16.22 mmol) and methyl 3-(1H-indol-1-yl)propanoate (1.0 g, 4.92 mmol) in dry THF over 30 min. The mixture was stirred at room temperature for 1 h. Concentration in vacuo then afforded the crude title compound (1.3 g). LCMS: rt=2.59 min, [M+H]=232

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-b0851d85e10642739cce15e84d41087c
Source noteuspto-grants-2015_11